Simon, you are such a sweetie, and so young! You are taking on an awful lot right now, leaving this job (which is a brave choice on your part), and also finding yourself attracted to this female. I think the suggestions here are good ones, to take it slow. Maybe just ask her out for coffee or lunch to get an idea of the interest on her part.
You lack confidence, and fear being hurt......we all do that!

Also, Simon, having read and responded to your previous posts, what kind of job are you doing now, and what kind of job do you think you'll find with this next venture. I agree you should find something you enjoy and look forward to each day. I hope you find it.

Are you working with a band of some sort right now? You have expressed your desire for music as a career. Fill me in on this, if you can. I am asking this, especially, because I watched the interview with Sting on Sunday Morning. I was most impressed by his biography, having been a teacher and made the decision in his early 20's to just make a go of it. I hope you too pursue your dream.
Patty